Chiral Bronsted Acid-Catalyzed Kinetic Resolution of Sulfoximines for the Synthesis of Benzothiadiazine-1-Oxides

被引:1
|
作者
Chen, Yuhang [1 ]
Huang, Shihao [1 ]
Wang, Tianyi [1 ]
Li, Jiaomeng [1 ]
Zhao, Yi [1 ]
Zhou, Qinglong [1 ]
Wei, Liwen [1 ]
Yang, Xing [1 ]
机构
[1] Hunan Normal Univ, Coll Chem & Chem Engn, Key Lab Assembly & Applicat Organ Funct Mol Hunan, Key Lab Chem Biol & Tradit Chinese Med,Minist Educ, Changsha 410081, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 11期
基金
中国国家自然科学基金;
关键词
Amination; -; Amines; Scaffolds; Stereochemistry;
D O I
10.1021/acs.joc.4c00623
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzothiadiazine-1-oxide scaffolds with S-stereogenic centers are prevalent in bioactive and pharmaceutical molecules. Reported works mainly focused on the metal-catalyzed asymmetric C-H amination/cyclization reaction for the synthesis of benzothiadiazine-1-oxides. Here, we reported a chiral phosphoric acid-catalyzed kinetic resolution of sulfoximines, providing chiral benzothiadiazine-1-oxides and recovered chiral sulfoximines with moderate to good enantioselectivities (s factors up to 36.6).
引用
收藏
页码:7970 / 7981
页数:12
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